Methylhydroquinone → 4-Hydroxy-3-methylphenyl acetate

HRID 131752

Reaktionsgleichung

Reaktionsgleichung von HRID 131752
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].[OH:8][C:9]1[CH:14]=[CH:13]C(O)=[C:11](C)[CH:10]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[C:5]([O:4][C:1]1[CH:11]=[CH:10][C:9]([OH:8])=[C:14]([CH3:13])[CH:2]=1)(=[O:7])[CH3:6]

Komponenten

5

Edukt 3

HCID 7253MethylhydroquinoneHCID 7918Acetic AnhydrideHCID 10796Cesium carbonate

Produkt 1

HCID 155324474-Hydroxy-3-methylphenyl acetateAusbeute 3,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Acetic anhydride (4.73 gm, 4.37 mL, 46.3 mMol) was added dropwise to a mixture of 4-hydroxy-2-methylphenol (5 gm, 46.3 mMol) and cesium carbonate (15.1 gm, 46.3 mMol) in acetonitrile (50 mL). After stirring overnight, the mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel chromatography, eluting with 5:1 pentane:ethyl acetate. Fractions containing product were combined and concentrated under reduced pressure to provide 0.24 gm (3%) of the desired compound.

Aufarbeitung

  1. filtrationthe mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washeluting with 5:1 pentane
  4. additionFractions containing product
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9791b4f6a2c1460ebe7e3ef50b834101
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384983B2

Verknüpfte Notizen

Wird geladen…